Indole alkaloid glycosides with a 1'-(phenyl)ethyl unit from leaves.
10.1016/j.apsb.2019.09.001
- Author:
Qinglan GUO
1
;
Dawei LI
1
;
Chengbo XU
1
;
Chenggen ZHU
1
;
Ying GUO
1
;
Haibo YU
1
;
Xiaoliang WANG
1
;
Jiangong SHI
1
Author Information
1. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
- Publication Type:Journal Article
- Keywords:
Activity;
Anti-influenza;
Anti-virus;
Cruciferae;
Epiisatidifoliumosides;
Indole alkaloid glycoside;
Isatidifoliumosides;
Isatis indigotica;
KCNQ2 inhibition
- From:
Acta Pharmaceutica Sinica B
2020;10(5):895-902
- CountryChina
- Language:English
-
Abstract:
Seven indole alkaloid glycosides containing a 1'-(4″-hydroxy-3″,5″-dimethoxyphenyl)ethyl unit (-) were isolated from an aqueous extract of leaves (da qing ye). Their structures were determined by spectroscopic data analysis combined with enzymatic hydrolysis as well as comparison of their experimental CD (circular dichroism) and calculated ECD (electrostatic circular dichroism) spectra. Based on analysis of and/or Cotton effect (CE) data of -, two simple roles to assign location and/or configuration of -glycopyranosyloxy and 1'-(phenyl)ethyl units in the indole alkaloid glycosides are proposed. Stereoselectivity in plausible biosynthetic pathways of - is discussed. Compounds and and their mixture in a 3:2 ratio showed activity against KCNQ2 in CHO cells. The mixture of and (3:2) exhibited antiviral activity against influenza virus H1N1 PR8 with IC 64.7 μmol/L (ribavirin, IC 54.3 μmol/L), however, the individual or was inactive. Preliminary structure-activity relationships were observed.
